Title:Synthesis and Characterization of a Novel Ionic Liquid Based on N,N,N,N-tetramethylethylenediamine and its Application in the Synthesis of 1,8-dioxo-octahydro Xanthenes
Volume: 21
Issue: 7
Author(s): Zahra Abdi Piralghar, Mohammad Mahmoodi Hashemi*Ali Ezabadi
Affiliation:
- Department of Chemistry, Science and Research Branch, Islamic Azad University, Tehran,Iran
Keywords:
Ionic liquid, solvent-free conditions, chlorosulfonic acid, N, N, N’, N’-tetramethylethylenediamine, 1, 8-dioxooctahydroxanthenes,
aryl aldehyde, dimedone.
Abstract: Aim and Objective: In this work, we synthesized and characterized a novel Brönsted
acidic ionic liquid from the reaction of N, N, N’, N’-tetramethylethylenediamine with chlorosulfonic
acid and explored its catalytic activity in 1, 8-dioxo-octahydroxanthenes synthesis.
Materials and Methods: Dimedone, aryl aldehydes, and the ionic liquid as the catalyst were reacted
under solvent-free conditions. The progressive of the reaction was monitored by a thin layer of
chromatography (ethyl acetate/n-hexane = 1/5). All products were characterized as the basis of their
spectra data and melting point by comparison with those reported in the literature.
Results: The prepared ionic liquid was successfully applied in the synthesis of 1, 8-dioxooctahydroxanthenes
in good to high yields on the reaction of aryl aldehyde and dimedone at 120oC
under solvent-free conditions.
Conclusion: This research demonstrates that the catalyst is impressive for 1, 8-dioxo-octahydroxanthenes
synthesis under solvent-free conditions.
